Two-Week Italy Road Trip from Milan to Venice, Bologna, Arezzo, Rome, Florence, and Pisa

Perfect travel plans
Everything included
Fully customizable

Description

Summary

Duration
15 days & 14 nights
Available
Jan. - Dec.
Hotel
14 nights included
Car rental
15 days included
Flights
Optional
Travel app
All vouchers, itinerary, & map

Description

Experience the freedom of the open road in Italy as you embark on an unforgettable 15-day road trip! This experience caters to every traveler, featuring destinations like Milan, Sirmione, Verona, Venice, Bologna, Siena, Arezzo, Rome, Florence, Pisa, and Genoa. Set off on the ultimate European adventure and create memories that will last a lifetime.

This perfectly planned road trip itinerary in Italy takes you through some of the best places to see in the country. You will spend 4 nights in Milan, 1 night in Venice, 1 night in Bologna, 1 night in Arezzo, 4 nights in Rome, 2 nights in Florence, and 1 night in Pisa. Anticipate well-spent days sightseeing, eating delicious food, and experiencing the highlights of each destination!

With this travel package, you can choose from an extensive selection of accommodations along your road trip route in Italy. We have handpicked the best hotels and places to stay across the country, including options for each budget. Whether you are in the mood for luxurious 5-star hotels or budget-friendly bed and breakfasts, we have got you covered.

Upon arriving in Milan, the rental vehicle of your choice will be ready for collection. From there, the road trip can begin! Experience the ultimate freedom and uncover Italy on your own terms.

An expertly curated travel plan makes sure you don’t miss out on any of the best things to see and do on your road trip in Italy. Trevi Fountain and Colosseum are just a couple of the bucket-list attractions that await your discovery.

As you hit the open road and drive through Milan, Sirmione, Verona, Venice, Bologna, Siena, Arezzo, Rome, Florence, Pisa, and Genoa, you will also enjoy plenty of opportunities to uncover hidden gems and experience the authentic charm of Italy. Whether you are exploring enchanting towns and villages, discovering scenic routes, or indulging in local cuisine, there is always something new and exciting to experience in Italy.

Throughout your road trip in Italy, take breaks from sightseeing to explore your favorite destinations' top shopping streets and markets. Discover unique souvenirs that will forever remind you of your self-drive adventure in Italy.

This package offers an all-in-one solution for your trip planning - choose flights, a rental car, accommodation, attractions, and tours that suit your needs and desires. You can customize each day of your road trip itinerary with flexible trip planning before and after booking.

The best services in Italy fill up quickly, so book your spot early. Select a date and start planning your road trip in Italy today!

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Included

Hotel, 14 nights
Rental car, 15 days
CDW Insurance
Step-by-step guide
Personal travel agent
24/7 travel support

Destinations

Arezzo - city in ItalyArezzo / 1 night
Sirmione
Aerial panoramic cityscape of Rome, Italy, Europe. Roma is the capital of Italy. Cityscape of Rome in summer. Rome roofs view with ancient architecture in Italy. Rome / 4 nights
Florence Aerial View of Ponte Vecchio Bridge during Beautiful Sunny Day, ItalyFlorence / 2 nights
Pisa - city in ItalyPisa / 1 night
Photo of Italy Piazza Maggiore in Bologna old town tower of town hall with big clock and blue sky on background, antique buildings terracotta galleries.Bologna / 1 night
High dynamic range (HDR) Aerial view of the city of Milan, Italy.Milan / 4 nights
Photo of beautiful landscape of panoramic aerial view port of Genoa in a summer day, Italy.Genoa
Siena - city in ItalySiena
Famous buildings, gondolas and monuments by the Rialto Bridge of Venice on the Grand Canal, Italy.Venice / 1 night
Photo of aerial view of Verona historical city centre, Ponte Pietra bridge across Adige river, Verona Cathedral, Duomo di Verona, red tiled roofs, Veneto Region, Italy.Verona

Map

Attractions

photo of trevi fountain at sunrise beautiful full view, Rome, Italy.Trevi Fountain
photo of Colosseum in Rome at sunrise, Italy, Europe.Colosseum
photo of view of Pantheon in the morning. Rome. Italy.Pantheon
photo of piazza navona in Rome, Italy. Rome navona square. Ancient stadium of Rome for athletic contests. Italy architecture and landmark. Piazza navona is one of the main attractions of Rome and Italy.Piazza navona
photo of sunrise in san marco square with campanile and san marco's basilica. Panorama of the main square of the old town. Venice, Italy.Piazza San Marco
photo of beautiful view from the canal grande to the famous rialto bridge in Venice, Italy, without people and clear, emerald water.Rialto Bridge
photo of night panoramic view of Duomo square in Milano,Italy.Duomo di Milano Museum
St. Peter's Basilica, Vatican CitySt Peter's Basilica
Vatican Museums, Vatican CityVatican Museums
photo of verona, Italy. ancient amphitheater arena di verona in Italy like Rome coliseum with nighttime illumination and evening blue sky. verona's italian famous ancient landmark theatre. veneto region.Verona Arena
photo of golden sunset over ponte vecchio bridge with traditional boat on the arno river, Florence, Italy.Ponte Vecchio
photo of medieval leaning tower of pisa (Torre di pisa) at piazza dei miracoli (Piazza del duomo), Tuscany, Italy.Leaning Tower of Pisa
photo of panoramic view of ancient ruins of a roman forum or foro romano at sunrise in rome, Italy. view from capitoline hill.Roman Forum
photo of piazza di spagna in rome, italy. Spanish steps in rome, Italy in the morning. One of the most famous squares in Rome, Italy. Rome architecture and landmark.Piazza di Spagna
photo of panorama of piazza dei miracoli with leaning tower of pisa, Italy.Piazza del Duomo, Pisa
photo of one of the world's oldest shopping malls galleria vittorio emanuele II at night in milan, lombardia, Italy.Galleria Vittorio Emanuele II
photo of piazza del popolo (People's square) named after the church of santa maria del popolo in Rome, Italy.Piazza del Popolo
photo of View of statue of david on Piazzale Michelangelo at morning  in Florence, Italy.Piazzale Michelangelo
Cathedral of Santa Maria del Fiore, Quartiere 1, Florence, Metropolitan City of Florence, Tuscany, ItalyCathedral of Santa Maria del Fiore
Sempione Park, Municipio 1, Milan, Lombardy, ItalySempione Park
photo of square of signoria in florence at sunrise, Italy.Piazza della Signoria
photo of Visit Italy, park Villa Borghese with boat and ducks.Villa Borghese
photo of holy angel castle, also known as hadrian mausoleum in the morning, Rome, Italy.Castel Sant'Angelo
photo of Sunset view of Sforza Castle (Castello Sforzesco) in Milan, Italy. Architecture and landmarks of Milan. Night cityscape of MilanSforzesco Castle Art Library
photo of mangia tower or torre del mangia towering above of the palazzo pubblico on piazza del campo in medieval city of Siena at beautiful sunrise, tuscany, Italy.Piazza del Campo
photo of bologna, Italy. Piazza maggiore with torre dell'orologio and torre dell’arengo, landmark in emilia-romagna historical province.Piazza Maggiore
photo of uffizi gallery in piazzale degli uffizi at night in florence Italy.Uffizi Gallery
photo of Spanish Steps at morning in Rome, Italy .Spanish Steps
Castello di Sirmione, Sirmione, Brescia, Lombardy, ItalyCastello di Sirmione
Sistine ChapelSistine Chapel
photo of Campo de Fiori during the night, Rome.Campo de' Fiori
photo of altare della patria, national monument to victor emmanuel II the first king of a unified Italy, located in Rome.Altare della Patria
photo of ancient Palatine and ground of Circus Maximus on Palatine Hill in Rome, Italy.Circus Maximus
Central Market
Saint Peter's Square, R-36989Saint Peter's Square
photo of Galleria dell'Accademia in Venice, Italy.Galleria dell'Accademia
PHOTO OF New business district Milano Porta Nuova Garibaldi (Gae Aulenti) .Piazza Gae Aulenti
photo of Largo di Torre Argentina square in Rome, Italy with four Roman Republican temples and the remains of Pompeys Theatre in the ancient Campus Martius.Largo di Torre Argentina
Basilica of Santa Croce in Florence, Quartiere 1, Florence, Metropolitan City of Florence, Tuscany, ItalyBasilica of Santa Croce in Florence
PHOTOPP OF Arco della Pace (Arch of Peace), Porta Sempione, Milan, Italy .Arch of Peace
photo of Basilica di Santa Maria Maggiore is Major papal basilica in Rome, Italy. Santa Maria Maggiore one of the most famous basilica in Rome, Italy. Architecture and landmark of Rome and Italy. Morning Rome .Basilica di Santa Maria Maggiore
photo of view of Teatro La Scala- famous opera house in Milan, Italy.La Scala
photo of view Pinacothèque de Brera - Cour intérieure, Milan,Italy.Pinacoteca di Brera
photo of Bologna, Italy - Two Towers (Due Torri), Asinelli and Garisenda, symbols of medieval Bologna towers.Two Towers
Foro Italico
photo of Night view of piazza San Marco and Doge's Palace (Palazzo Ducale) in Venice, Italy. Architecture and landmark of Venice. Night cityscape of Venice .Doge's Palace
Church of Santa Maria Novella at morning in Florence, Tuscany, ItalyBasilica di Santa Maria Novella, Firenze (FI)
photo of Beautiful view of facade and campanile of Siena Cathedral, Duomo di Siena at sunrise, Siena, Tuscany, Italy .Siena Cathedral
photo of view of Archbasilica of St.John Lateran, San Giovanni in Laterano in Rome, the official ecclesiastical seat of the Bishop of Rome, Italy.Archbasilica of St John Lateran
photo of view of Capitoline Hill (Campidoglio) is one of the Seven Hills of Rome, Italy. Rome architecture and landmark. Capitolium is one of the attractions of Rome, Italy.Capitoline Hill
Auditorium Parco della Musica
Photo of sunrise in San Marco square with Campanile and San Marco's Basilica, the main square of the old town, Venice, Veneto Italy.Saint Mark's Basilica
photo of The traditional bridge of the sighs of Barranco in Lima-PERU .Bridge of Sighs
photo of viewOrange Garden, Rome, Italy.Orange Garden
Archaeological site of Grotte di Catullo, Sirmione, Brescia, Lombardy, ItalyArchaeological site of Grotte di Catullo
photo of View of the Castel Vecchio Bridge connected to Castelvecchio Castle along Adige river in Verona, Italy. Castelvecchio Museum
photo of view of Verona, Italy. Scenery with Adige River and Ponte Scaligero and Castelvecchio, medieval landmarks of veronese city, Verona, Italy.Ponte Scaligero
PHOTO OF View of the Piazza delle Erbe in center of Verona city, Italy .Piazza delle Erbe
photo of Tower and cathedral, famous landmarks of Pisa, Italy .Cattedrale di Pisa
Priaruggia
Beach brema Sirmione, Sirmione, Brescia, Lombardy, ItalyBeach brema Sirmione
Tower of Mangia, Siena, Tuscany, ItalyTower of Mangia

Flights
Yes
No

Round trip
Economy
Round trip
Economy

Travel details

Flights

Round trip
Economy
Round trip
Economy
Travel dates

Include flights?

Yes
No

Travelers

Rooms

Flights

Car
Yes
No

Car

Small car

Small car

Category
small car
Transmission
People
Large bags
Medium car

Medium car

Category
Medium
Transmission
People
Large bags
Premium car

Premium car

Category
premium car
Transmission
People
Large bags

Hotels

Personalize your itinerary

Day 1

Day 1 – Milan - arrival day

  • Milan - Arrival day
  • More
  • Piazza Gae Aulenti
  • More

Welcome to Milan, the perfect starting point for your road trip in Italy! Pick up your rental car and let the adventure begin. You will spend 3 nights immersing yourself in Milan's charm before embarking on the next leg of your journey.

Milan is a beautiful city with plenty to discover. If you arrive before check-in time or prefer to get started on your sightseeing right away, we recommend checking out Piazza Gae Aulenti or taking a stroll in the city center. Soak in the lovely atmosphere and sit down for a bit to eat or drink.

Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Milan. Make yourself at home and enjoy some downtime before heading out again.

As dinnertime approaches, it's time to head out for a bite to eat in Milan. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Enjoy an outstanding dining experience at Enrico Bartolini al Mudec, a 3-star Michelin restaurant offering an exceptional creative menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 2-star Michelin-awardee, Seta by Antonio Guida, known for its delicious international and contemporary cuisine. Another highly-recommended restaurant in Milan is Il Luogo Aimo e Nadia, a renowned restaurant with a 1-star Guide Michelin recognition, known for its delicious italian contemporary and modern menu.

After savoring a delicious meal, step into the vibrant nightlife at Nottingham Forest, where the evening is just getting started. In the same way, Armani/Bamboo Bar offers a unique charm perfect for experiencing the local bar scene in Milan. Mag Cafe is another top-recommended bar that is sure to get you into the mood for some dancing and celebrating.

Raise a toast to the start of your 15-day road trip in Italy!

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Day 2

Day 2 – Milan

  • Milan
  • More

Drive 4 km, 39 min

  • Duomo di Milano Museum
  • Galleria Vittorio Emanuele II
  • La Scala
  • Sforzesco Castle Art Library
  • Sempione Park
  • More

Day 2 of your road trip will take you to the best attractions Milan has to offer. Cherish the 2 nights you have left in Milan by discovering the best things there are to see and do in the city.

Start your sightseeing with a visit to Duomo di Milano Museum. This art museum is rated an average of 4.8 out of 5 stars from 138,554 visitors. Duomo di Milano Museum welcomes around 341,609 visitors every year.

Galleria Vittorio Emanuele II is another popular attraction you could visit today. This commercial gallery has a rating of 4.7 out of 5 stars from 91,394 visitors.

La Scala is also highly recommended by travelers. This opera house has a rating of 4.7 out of 5 stars from 26,219 visitors.

Sforzesco Castle Art Library is an attraction you won’t want to miss. This library is rated an average of 4.6 out of 5 stars in 68,714 reviews.

Another attraction you have the opportunity to visit today is Parco Sempione. This park has received an average rating of 4.6 out of 5 stars from 72,914 travelers.

There are plenty of experiences you can choose from in Italy that will add excitement to your vacation. When you’re keen to discover what else Milan has in store for you, use this day to go on a tour. This tour allows curious travelers like you to experience the best of the country. You can make the most of your time in Italy by scrolling down and selecting tours and activities to include on your itinerary for the day.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Milan.

Dine in style at Nero 9, a top recommendation for dinner tonight. Or, for a change of pace, Ristorante la Brisa boasts a menu that's sure to impress. Also, be sure to check out UNAHOTELS Cusani Milano. Known as a local hotspot, it’s a great choice for tonight in Milan.

To truly maximize your evening out, consider visiting Kilburn Cocktail Bar Milano after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Bar Frida, another bar with an inviting ambiance. Similarly, The Friends Pub Milano also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Get a good night's sleep and look forward to another great day on the road in Italy!

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Day 3

Day 3 – Milan and Sirmione

  • Milan
  • Sirmione
  • More

Drive 274 km, 4 hours 9 min

  • Pinacoteca di Brera
  • Beach brema Sirmione
  • Castello di Sirmione
  • Archaeological site of Grotte di Catullo
  • More

On day 3 of your road trip in Italy, you’ll start and end your day in Milan, but spend the day exploring what’s beyond the city. Since you will return to Milan for 1 night more, there’s no need to rush. Experience Milan and Sirmione to the fullest today with this curated day itinerary!

Make Pinacoteca di Brera one of your first sightseeing stops in Milan. Rated an average of 4.7 out of 5 stars by 26,077 travelers, a visit to this local attraction makes for a great introduction to the area. This art museum attracts 417 visitors every year.

When you’re ready to jump back into the car and say goodbye to Milan, you’ll hit the road in the direction of Sirmione. This drive usually takes around 1 hour 41 min. When you arrive, enjoy some sightseeing.

When you're ready to see some sights, Beach brema Sirmione is a great place to start. This point of interest is rated an average of 4.4 out of 5 stars by 2,022 visitors.

Another popular attraction you can visit today is Scaliger Castle. This point of interest has an average rating of 4.6 out of 5 stars from 54,592 travelers.

We also recommend a stop at Archaeological site of Grotte di Catullo. The museum has been rated an average of 4.5 out of 5 stars by 14,593 visitors.

When you’re done exploring the area’s best attractions, you’ll drive back to your accommodation in Milan.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Milan.

Make sure to reserve a table at Vento di Sardegna, an iconic dining spot in Milan. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Palazzo Parigi Hotel & Grand Spa Milano, a popular restaurant in Milan. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Galleria Restaurant, a hidden gem nestled in Milan. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After your delicious meal, get a taste of the vibrant nightlife with a visit to BhangraBar, known for its inviting atmosphere. Rufus Cocktail Bar is another great option if you’re looking for a place to get the night started. Similarly, Ostello Bello Grande provides a great setting to enjoy the night away.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.

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Day 4

Day 4 – Milan, Verona, and Venice

  • Venice
  • Verona
  • More

Drive 278 km, 3 hours 48 min

  • Castelvecchio Museum
  • Ponte Scaligero
  • Verona Arena
  • Piazza delle Erbe
  • More

On day 4 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Verona. When you’re not sightseeing, take time to relax at your selected hotel in Venice, where you’ll be staying for 1 night.

Fasten your seatbelt and make your way to your next stop. Verona, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Milan to Verona may take around 2 hours 4 min without traffic disruptions. Upon arrival in Verona, we highly recommend checking out some of the top attractions.

Your sightseeing of the day begins at Castelvecchio Museum, a remarkable art museum where it’s easy to get lost in exploration. This top attraction is rated an average of 4.6 out of 5 stars in 13,854 reviews. Each year, this popular place of interest welcomes approximately 35,031 visitors.

Next, satisfy your wanderlust at Castelvecchio Bridge. This arch bridge has an average rating of 4.7 out of 5 stars from 12,156 travelers.

Verona Arena is another must-visit attraction. This renowned opera house offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.7 out of 5 stars by 123,818 travelers and attracting 195,540 annual visitors, it's one of the more popular places to see in the area.

Beyond the above-mentioned sites, you also have the opportunity to visit piazza delle Erbe. This well-loved square boasts a 4.7 out of 5-star rating from 11,777 reviews.

After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of Venice. Venice offers plenty of top-rated hotels and other places to stay on any travel budget. Check in at the hotel of your choice and take some time to relax before you head out to explore.

As dinnertime approaches, it's time to head out for a bite to eat in Venice. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Prepare for an extraordinary culinary adventure in Venice by booking a table at Local, a 1-star Michelin restaurant that boasts an exceptional contemporary menu. For a different flavor experience, head to Wistèria, renowned for its delectable contemporary and venetian dishes. This 1-star Michelin restaurant consistently wows guests, making it a memorable stop during your holiday. Looking for another option? Visit Quadri, a local gem known for its delightful modern cuisine in Venice. Nestled in the city's heart, this 1-star Michelin restaurant is a perfect choice for discerning restaurant-goers seeking a new experience.

After your meal, keep the night alive at a bar like Al Parlamento, known for its lively atmosphere. Adagio is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Il Mercante offers an excellent atmosphere for those looking to amp up the evening.

Get a good night's sleep and look forward to another great day on the road in Italy!

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Day 5

Day 5 – Venice and Bologna

  • Bologna
  • Venice
  • More

Drive 155 km, 2 hours 2 min

  • Rialto Bridge
  • Piazza San Marco
  • Saint Mark's Basilica
  • Doge's Palace
  • Bridge of Sighs
  • More

Dive into day 5 of your remarkable road trip in Italy. Today you will explore Venice, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Bologna. You’ll stay here for 1 night.

Begin your sightseeing with a visit to Rialto Bridge. This extraordinary stone bridge is rated an average of 4.7 out of 5 stars by 141,666 visitors.

Next, make your way to Piazza San Marco. This top attraction is a square with an average rating of 4.7 out of 5 stars by 152,982 visitors.

We also recommend a visit to St Mark's Basilica. This cathedral is rated 4.7 out of 5 stars by 18,439 travelers.

If you’re keen to keep exploring, visit Doge's Palace. This highly recommended sightseeing destination has received an average rating of 4.7 out of 5 stars from 24,775 travelers. Around 318,104 people come to experience this place of interest every year.

Today is also your chance to spend some time at Bridge of Sighs. This footbridge is rated an average of 4.6 out of 5 stars by 18,223 travelers.

When you’re done exploring for the day, you’ll drive to Bologna, where you'll have a hotel waiting for you. Check in and spend some time relaxing before you head out to explore the city.

Indulge in a memorable dining experience at one of Bologna's most popular restaurants, and connect with friendly locals for an authentic adventure.

Enjoy an outstanding dining experience at Ahimè, a Bib Gourmand restaurant offering an exceptional country cooking menu. If you are in the mood for trying an alternative dining experience, consider visiting the nearby 1-star Michelin-awardee, I Portici, known for its delicious creative and contemporary cuisine. Another highly-recommended restaurant in Bologna is Trattoria di Via Serra, a renowned Bib Gourmand restaurant, known for its delicious emilian menu.

Explore the vibrant nightlife at Bar Freud e Squisito after your meal, a hub for lively evenings and memorable moments. Or, head to Osteria del Sole for a great selection of flavorful drinks and a charming setting. Furthermore, Macondo - Cocktail Bar is perfect for those looking to extend their night with a touch of local flavor.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.

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Day 6

Day 6 – Bologna, Siena, and Arezzo

  • Arezzo
  • Bologna
  • Siena
  • More

Drive 243 km, 3 hours 31 min

  • Two Towers
  • Piazza Maggiore
  • Siena Cathedral
  • Piazza del Campo
  • Tower of Mangia
  • More

On day 6 of your road trip in Italy, you will get a true taste of the freedom a self-drive vacation in Europe entails. Today’s travel plans include stops at the most scenic, wondrous, and interesting places in Bologna and Siena. In the evening, you’ll end up in Arezzo, where you will stay for 1 night.

Make Two Towers one of your first sightseeing stops in Bologna. Rated an average of 4.7 out of 5 stars by 25,975 travelers, a visit to this local attraction makes for a great introduction to the area.

Piazza Maggiore is a worthwhile attraction you can visit next. This square is a valued place of interest in the area, with an average rating of 4.7 out of 5 stars from 64,523 reviews.

Fasten your seatbelt and make your way to your next stop. Siena, home to many well-known sights in the region, is a lovely destination on today’s itinerary. Keep in mind that your travel time from Bologna to Siena may take around 2 hours 11 min without traffic disruptions. Upon arrival in Siena, we highly recommend checking out some of the top attractions.

Journey into the unknown at Siena Cathedral, a unique attraction awaiting your visit. This remarkable domus has an average rating of 4.8 out of 5 stars from 21,656 reviews.

When you’re ready to continue your sightseeing, piazza del Campo is a recommended place to visit. This square is rated an average of 4.8 out of 5 stars in 64,175 reviews.

Another must-see attraction in Siena is Tower of Mangia. Rated an average of 4.6 out of 5 stars by 673 travelers, this popular tourist destination in Siena offers an experience you will remember.

At the end of the day, you will drive to Arezzo, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

After a day of adventure, treat yourself to an exquisite dinner at one of Arezzo's best restaurants.

Get ready for an unforgettable culinary journey in Arezzo by reserving a table at Octavin. Renowned as a 1-star Michelin restaurant, it offers an exceptional creative menu. If you're in the mood to try something new, consider La Clandestina, another top spot with a mouthwatering menu. You might also want to secure a reservation at Ristorante Logge Vasari. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Arezzo this evening.

Continue the enjoyment post-dinner at Liquid Bar, a cherished local gathering spot renowned for its welcoming atmosphere.

Say good night to Arezzo and look forward to another great day of your road trip in Italy!

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Day 7

Day 7 – Arezzo, Vatican City, and Rome

  • Rome
  • More

Drive 227 km, 2 hours 52 min

  • Vatican Museums
  • Sistine Chapel
  • Saint Peter's Square
  • St Peter's Basilica
  • More

Experience an unparalleled adventure on day 7 of your road trip in Italy. This exciting part of your journey invites you to discover the renowned landmarks in 1 vibrant destinations - Vatican City. After a day filled with exploration and new experiences, you will retreat to the hotel of your choice in Rome. You will spend 4 nights here for some well-deserved relaxation.

Vatican City welcomes you with a multitude of unique vacation experiences.

When you’re ready for some sightseeing, make your way to Vatican Museums. This much-appreciated art museum is rated 4.6 out of 5 stars in 133,310 reviews. Each year, 1,612,530 people visit this site to admire its unique features.

Next up is Sistine Chapel. This chapel has an average rating of 4.7 out of 5 stars from 52,083 visitors.

Another top sightseeing recommendation is Saint Peter's Square. This square has been rated 4.8 out of 5 stars in 38,954 reviews.

St. Peter's Basilica is another attraction you have the opportunity to visit today. This major basilica has an average rating of 4.8 out of 5 stars from 131,043 reviews. This popular attraction gets 11,000,000 visits every year.

After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of Rome. Rome offers plenty of top-rated hotels and other places to stay on any travel budget. Check in at the hotel of your choice and take some time to relax before you head out to explore.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Rome. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Treat yourself to an extraordinary dining experience at La Pergola, a 3-star Michelin restaurant offering an incredible mediterranean and contemporary menu. Alternatively, if your taste buds call for something different, Il Pagliaccio is one of the best restaurants for creative and innovative cuisine in Rome. This 2-star Michelin-awardee earns consistently high praises from guests. We also recommend checking out the menu at Enoteca La Torre. As a top-rated establishment with 2 Michelin star, it is an ideal choice for mediterranean and creative cuisine in the city.

To truly maximize your evening out, consider visiting La Botticella of Poggi Giovanni after dinner. This bar is known for offering some of the best drinks and vibes in the city. Alternatively, head to Sant' Eustachio Caffè, another bar with an inviting ambiance. Similarly, Caffè Portofino also offers a great atmosphere, ensuring a night filled with enjoyment and relaxation.

Raise your glass and celebrate another amazing day of your road trip in Italy!

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Day 8

Day 8 – Rome

  • Rome
  • More

Drive 20 km, 1 hour 12 min

  • Foro Italico
  • Piazza del Popolo
  • Villa Borghese
  • Basilica di Santa Maria Maggiore
  • Archbasilica of St John Lateran
  • More

On day 8 of your road trip, you will have an entire day to explore Rome. You’ll stay in Rome for 3 nights and discover all the best things to see and do in the area.

Your sightseeing of the day begins at Foro Italico, a remarkable point of interest where it’s easy to get lost in exploration. This top attraction is rated an average of 4.6 out of 5 stars in 25,438 reviews.

Next, satisfy your wanderlust at piazza del Popolo. This square has an average rating of 4.6 out of 5 stars from 89,807 travelers.

Villa Borghese is another must-visit attraction. This renowned urban zone of rome offers a memorable experience, well worth a stop on your self-guided sightseeing tour. Rated 4.6 out of 5 stars by 69,749 travelers, it's one of the more popular places to see in the area.

Beyond the above-mentioned sites, you also have the opportunity to visit Basilica di Santa Maria Maggiore. This well-loved major basilica boasts a 4.8 out of 5-star rating from 27,678 reviews.

When there’s still energy left for exploring, Archbasilica of St. John Lateran awaits. If you’ve been interested in experiencing a catholic cathedral, this is a top pick rated 4.8 out of 5 stars by 21,370 previous visitors.

Immerse yourself in the local scene through top-rated tours and activities. You can choose from a wide variety of easy to challenging tours and easily add them to your travel package below.

As you explore more of Rome, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Esteemed as a restaurant, it features an exceptional menu. Treat yourself to a wonderful meal at DEROMA - Farine Romane, a top-rated dining spot in Rome. If you're in the mood for something new, try La Taverna Italiana, another premier location with a delectable menu. You might also want to book a table at Centro. Known for its consistently satisfied patrons, it’s a perfect choice to elevate your evening in Rome.

Round off your dining experience by visiting The Apartment Bar Roma, a prime location for a drink. Alternatively, explore the distinctive characteristics of Hotel Hassler Roma, a bar catering to every mood and preference.

As the sun sets on another day of adventure, rest up and recharge for the next leg of your road trip in Italy.

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Day 9

Day 9 – Rome

  • Rome
  • More

Drive 4 km, 58 min

  • Colosseum
  • Roman Forum
  • Capitoline Hill
  • Altare della Patria
  • Largo di Torre Argentina
  • More

Day 9 offers a multitude of experiences. You will stay in Rome for 2 nights more, offering you enough time to explore at a relaxed pace.

Make Colosseum your first stop of the day. Previous visitors have rated this roman amphitheatre an average of 4.7 out of 5 stars in 328,821 reviews. More than 7,400,000 people visit this place of interest every year.

Next up, make a stop at Roman Forum. With an average rating of 4.7 out of 5 stars by 114,450 visitors, it's easy to understand why so many people visit this square every year.

Capitoline Hill is another attraction you can visit on this day of your vacation. This hill has an average rating of 4.7 out of 5 stars by 19,557 visitors.

When you’re finished at Capitoline Hill, the perfect next stop is Altare della Patria. This architectural structure is rated an average of 4.8 out of 5 stars in 49,843 reviews. Altare della Patria attracts approximately 1,683,070 visitors annually.

If you’re keen to explore even more, then consider a visit to largo di Torre Argentina. This square is a top place to visit, with a rating of 4.5 out of 5 stars from 30,433 reviews.

To do something one-of-a-kind on this day of your trip, you can join a tour. You can discover all of the most fun and eye-opening experiences in your destination below and secure your spot here.

Indulge in a memorable dining experience at one of Rome's most popular restaurants, and connect with friendly locals for an authentic adventure.

Have a fantastic dining experience at Ristorante Tema, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Maccheroni offers an enticing alternative with its varied menu. Additionally, RoYaL Art Cafè Roma is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Rome.

As the day draws to a close, take a moment to unwind and prepare for the next exciting chapter of your road trip in in Italy.

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Day 10

Day 10 – Rome

  • Rome
  • More

Drive 10 km, 1 hour 3 min

  • Orange Garden
  • Circus Maximus
  • Campo de' Fiori
  • Piazza navona
  • Castel Sant'Angelo
  • More

Day 10 of your road trip across Italy promises a magnificent time exploring Rome. You have 1 night left in Rome. Take the opportunity to experience more of the best attractions and activities in the city.

Start your sightseeing with a visit to Orange Garden. This park is a popular stop on travelers’ itineraries in Rome, with an average rating of 4.7 out of 5 stars by 17,939 visitors.

Circus Maximus is another popular place of interest you can visit today. The average rating of 4.4 out of 5 stars from 44,741 reviews gives you an idea of other visitors’ experience at this attraction.

If it’s still bright and early, make your way to Campo de' Fiori. Visitors have rated this square an average of 4.4 out of 5 stars in 51,133 reviews.

Piazza Navona is another unique site you can experience today. This attraction is a square rated an average of 4.7 out of 5 stars in 158,771 reviews.

Make your way to the fantastic Castel Sant'Angelo, perhaps the most famous museum in Rome. This attraction welcomes around 918,591 visitors annually and is rated 4.7 out of 5 stars by 72,431 travelers.

To immerse yourself in more memorable moments in Rome, check out the best-rated tours the region offers. You can discover and choose from all of the top-rated activities you can do on this day in Rome below.

After a day of adventure, treat yourself to an exquisite dinner at one of Rome's best restaurants.

Make sure to reserve a table at Harry's Bar, an iconic dining spot in Rome. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Ristorante Amedeo, a popular restaurant in Rome. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of VinAllegro, a hidden gem nestled in Rome. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

Celebrate another amazing day of your road trip adventure in Italy!

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Day 11

Day 11 – Rome and Florence

  • Florence
  • Rome
  • More

Drive 278 km, 3 hours 31 min

  • Pantheon
  • Trevi Fountain
  • Piazza di Spagna
  • Spanish Steps
  • Auditorium Parco della Musica
  • More

Embark on another extraordinary experience on day 11 of your road trip in Italy. Today, you will make 1 stop and experience some of the highlights of Rome. At the end of the day, you will enjoy the comforts of a top-rated hotel in Florence, which will be your home away from home for 2 nights.

An excellent attraction to start your day with is Pantheon. This roman temple typically receives around 30,000,000 visitors every year and is rated an average of 4.8 out of 5 stars in 189,682 reviews.

Continue your journey at Trevi Fountain. This sculpture is rated 4.8 out of 5 stars by 343,494 travelers from near and far.

Rome is also the home of Piazza di Spagna. This square has an average rating of 4.7 out of 5 stars from 113,658 visitors.

You can continue your self-guided sightseeing tour at Spanish Steps. Rated 4.5 out of 5 stars by 57,211 visitors, a visit to this top sight is time well spent.

Lastly, don't miss out on Auditorium Parco della Musica. With an average rating of 4.6 out of 5 stars from 19,687 reviews, it’s hard to refuse the opportunity to see this sightseeing destination.

When you’re done exploring for the day, you’ll drive to Florence, where you'll have a hotel waiting for you. Check in and spend some time relaxing before you head out to explore the city.

As you explore more of Florence, you'll discover that its culinary landscape is as diverse as its attractions. Whether you're craving traditional dishes bursting with local flavors or innovative creations that push the boundaries of taste, you're sure to find a dining experience that satisfies your cravings.

Set out on a gastronomic journey in Florence by reserving a table at Enoteca Pinchiorri. Renowned for its 3-star Michelin recognition, this restaurant presents an outstanding menu of italian contemporary cuisine. For a different taste, head over to Santa Elisabetta, renowned for its delectable creative and mediterranean dishes. This distinguished 2-star Michelin-recipient is a favorite among guests, making it a worthy addition to your holiday plans. Craving more culinary excitement? Explore Gucci Osteria da Massimo Bottura, a highly rated local gem known for its exquisite italian contemporary and international menu. With a 1-star Michelin acclaim, it promises a dining experience you won't want to miss. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Florence.

Extend your evening after a delightful meal by visiting Manifattura, which offers the perfect atmosphere for a night out. Moreover, SE·STO on Arno Rooftop Bar is another popular option for a drink or two. Likewise, Archea Brewery also provides a great ambiance for reminiscing about the day and raising a toast to your vacation.

Take some time to reflect on your day and savor another beautiful night in Italy.

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Day 12

Day 12 – Florence

  • Florence
  • More

Drive 3 km, 49 min

  • Basilica di Santa Maria Novella, Firenze (FI)
  • Central Market
  • Cathedral of Santa Maria del Fiore
  • Galleria dell'Accademia
  • More

Day 12 of your road trip will take you to the best attractions Florence has to offer. Cherish the 1 night you have left in Florence by discovering the best things there are to see and do in the city.

Journey into the unknown at Basilica di Santa Maria Novella, Firenze (FI), a unique attraction awaiting your visit. This remarkable archives has an average rating of 4.7 out of 5 stars from 23,075 reviews.

When you’re ready to continue your sightseeing, Central Market is a recommended place to visit. This point of interest is rated an average of 4.4 out of 5 stars in 43,100 reviews.

Another must-see attraction in Florence is Cathedral of Santa Maria del Fiore. Rated an average of 4.8 out of 5 stars by 76,359 travelers, this popular tourist destination in Florence offers an experience you will remember.

Galleria dell'Accademia is another popular stop on travelers' itineraries in Florence. This national museum promises memorable moments of exploring. Other travelers have rated this attraction 4.6 out of 5 stars in 34,429 reviews. Each year, approximately 1,719,645 people travel to visit Galleria dell'Accademia.

One of the most unique ways of discovering what else Florence has to offer is by going on a top-rated tour. Be sure to check out all the experiences Florence offers and add your favorites to your Italy travel package below.

As you are wrapping up for the day, treat yourself to a satisfying dinner at a nice restaurant in Florence. Enjoy a relaxing evening as you savor delicious local cuisine and reflect on the day's adventures.

Make sure to book a table at Trattoria Da Burde, a popular restaurant in Florence. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Florence at Ristorante Buca Mario, a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. Another top-rated restaurant to try is Eataly Firenze. As a dining spot that gains consistently high praise from guests, it’s an ideal choice to enhance your time to Florence tonight.

Savor another day of unforgettable experiences in Italy!

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Day 13

Day 13 – Florence and Pisa

  • Pisa
  • Florence
  • More

Drive 88 km, 1 hour 53 min

  • Piazza della Signoria
  • Ponte Vecchio
  • Uffizi Gallery
  • Basilica of Santa Croce in Florence
  • Piazzale Michelangelo
  • More

On day 13 of your exciting self-drive vacation in Italy, you’ll soak in the magnificence of 1 destination, Florence. When you’re not sightseeing, take time to relax at your selected hotel in Pisa, where you’ll be staying for 1 night.

Kick off the day at piazza della Signoria, a top pick for today’s sightseeing. This square is rated an average of 4.8 out of 5 stars in 66,956 reviews.

Today is also your chance to visit Ponte Vecchio. Ponte Vecchio is a deck arch bridge with an average rating of 4.7 out of 5 stars from 118,099 reviews.

Uffizi Gallery is another top attraction we highly recommend you visit today. This national museum is rated an average of 4.7 out of 5 stars by 61,794 visitors. In a single year, this national museum hosts approximately 2,011,219 visitors.

Beyond the attractions mentioned above, you also have the opportunity to visit Basilica of Santa Croce in Florence. This church is rated an average of 4.7 out of 5 stars by 28,544 visitors.

Lastly, don’t miss out on piazzale Michelangelo, a famous square in Florence. This attraction is rated an average of 4.8 out of 5 stars by 77,744 travelers.

At the end of the day, you will drive to Pisa, where you'll have a room waiting for you at the perfect place to stay. Check in and enjoy some downtime.

After a long day of exploring, sit down for a delicious dinner at a top-rated restaurant in Pisa.

This renowned restaurant holds and offers an exceptional menu of cuisine. Make sure to reserve a table at Ristorante Capodimonte Pisa, an iconic dining spot in Pisa. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Baribaldi Pisa, a popular restaurant in Pisa. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Restaurant -Pizzeria Il Mio Capriccio, a hidden gem nestled in Pisa. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After your delicious meal, get a taste of the vibrant nightlife with a visit to JEFFER cocktails & friends, known for its inviting atmosphere. Le Parisien Wine Bar is another great option if you’re looking for a place to get the night started. Similarly, Las Volta cocktailbar provides a great setting to enjoy the night away.

Head back to your accommodation in Pisa and get some rest in preparation for another magical day of your road trip in Italy!

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Day 14

Day 14 – Pisa, Genoa, and Milan

  • Milan
  • Pisa
  • Genoa
  • More

Drive 302 km, 3 hours 59 min

  • Leaning Tower of Pisa
  • Piazza del Duomo, Pisa
  • Cattedrale di Pisa
  • Priaruggia
  • More

Dive into day 14 of your remarkable road trip in Italy. Today you will explore Pisa and Genoa, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Milan. You’ll stay here for 1 night.

Seize the day by visiting some of the best attractions in the area, like Leaning Tower of Pisa. This extraordinary bell tower has an average rating of 4.7 out of 5 stars from 116,882 visitors. Each year, around 3,200,000 people visit this remarkable site to admire its features and learn more about it.

Next, make your way to Piazza del Duomo, Pisa. This square is rated an average of 4.7 out of 5 stars in 104,550 reviews.

While in Pisa, we also recommend a visit to Pisa Cathedral. This cathedral has been rated an average of 4.8 out of 5 stars in 8,361 reviews.

Embrace the thrill of the open road as you wave goodbye to Pisa and set your GPS to Genoa. While on the road, immerse yourself in your favorite road trip tunes or sample the sounds from a local radio station. This car ride usually takes around 1 hour 43 min. Upon reaching Genoa, unwind, observe, and explore. The best things to do, see, and eat are waiting for you.

A top pick for your self-guided sightseeing tour today is Spiaggia Pubblica di Priaruggia. Previous visitors have rated this point of interest an average of 4.3 out of 5 stars in 2,161 reviews.

After soaking up all the sights of today's itinerary, you'll be ready to hit the road in the direction of Milan. Milan offers plenty of top-rated hotels and other places to stay on any travel budget. Check in at the hotel of your choice and take some time to relax before you head out to explore.

As dinnertime approaches, it's time to head out for a bite to eat in Milan. If you are looking to dine at a popular restaurant in the city, it's often a good idea to reserve a table in advance.

Savor the flavors at Tommasi Milano, a top pick for dinner tonight. Alternatively, da Vic beckons with its unique menu offerings. Also, consider G. B. Bar. With its consistent customer satisfaction, it’s an excellent option for dining in Milan tonight.

After savoring a delicious meal, step into the vibrant nightlife at QC Termemilano, where the evening is just getting started. In the same way, Yguana Cafè offers a unique charm perfect for experiencing the local bar scene in Milan.

Relax and recharge in preparation for another adventurous day in Italy!

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Day 15

Day 15 – Milan - departure day

  • Milan - Departure day
  • More
  • Arch of Peace
  • More

Day 15 of your road trip in Italy is your departure day. This is your chance to catch a last glimpse of Milan before saying goodbye to this wonderful destination. If you've still got time left, we recommend doing some last-minute shopping or sightseeing.

As you approach the end of your journey in Italy, take a moment for some retail therapy in Milan’s celebrated shopping district. Thanks to your stay’s premier location, you can easily visit the city’s commercial hubs and wander through its diverse range of local shops without rushing.

Whether you’re on a hunt for an ideal present to give to your friends or family or looking for a personal memento to remind you of Italy, a variety of items are waiting for you. Hold onto the magic of Italy with these wonderful souvenirs, ensuring your memories never fade.

When you're ready to see some sights, Arch of Peace is a great place to start. This monument is rated an average of 4.6 out of 5 stars by 27,502 visitors.

Before you conclude your road trip in Italy, drop by another restaurant for a last chance at a memorable dining experience in Milan.

You’ll then say farewell to Milan. Drive to the airport, return your car, and take the opportunity to get some last-minute souvenirs before you board your flight home. We wish you a pleasant journey and hope you leave with many wonderful memories of your road trip in Italy!

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